CN1065531C - 用作一氧化氮合成酶抑制剂的氨基四唑衍生物 - Google Patents

用作一氧化氮合成酶抑制剂的氨基四唑衍生物 Download PDF

Info

Publication number
CN1065531C
CN1065531C CN95197112A CN95197112A CN1065531C CN 1065531 C CN1065531 C CN 1065531C CN 95197112 A CN95197112 A CN 95197112A CN 95197112 A CN95197112 A CN 95197112A CN 1065531 C CN1065531 C CN 1065531C
Authority
CN
China
Prior art keywords
amino
hydrogen
compound
imino
ethyl
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Fee Related
Application number
CN95197112A
Other languages
English (en)
Chinese (zh)
Other versions
CN1171104A (zh
Inventor
E·A·黑林南
小D·W·汉森
S·齐巴洛夫
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
GD Searle LLC
Original Assignee
GD Searle LLC
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by GD Searle LLC filed Critical GD Searle LLC
Publication of CN1171104A publication Critical patent/CN1171104A/zh
Application granted granted Critical
Publication of CN1065531C publication Critical patent/CN1065531C/zh
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
    • C07D239/32—One oxygen, sulfur or nitrogen atom
    • C07D239/42—One nitrogen atom
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D231/38—Nitrogen atoms
    • C07D231/40—Acylated on said nitrogen atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D233/88—Nitrogen atoms, e.g. allantoin
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • C07D249/10—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D249/14—Nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D257/00—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms
    • C07D257/02—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D257/04—Five-membered rings
    • C07D257/06—Five-membered rings with nitrogen atoms directly attached to the ring carbon atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/08—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D277/12—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D277/18—Nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D277/38—Nitrogen atoms
    • C07D277/44—Acylated amino or imino radicals
    • C07D277/46—Acylated amino or imino radicals by carboxylic acids, or sulfur or nitrogen analogues thereof

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Cardiology (AREA)
  • Epidemiology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Enzymes And Modification Thereof (AREA)
CN95197112A 1994-11-09 1995-11-08 用作一氧化氮合成酶抑制剂的氨基四唑衍生物 Expired - Fee Related CN1065531C (zh)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US08/336,596 1994-11-09
US08/336,596 US5684008A (en) 1994-11-09 1994-11-09 Aminotetrazole derivatives useful as nitric oxide synthase inhibitors

Publications (2)

Publication Number Publication Date
CN1171104A CN1171104A (zh) 1998-01-21
CN1065531C true CN1065531C (zh) 2001-05-09

Family

ID=23316811

Family Applications (1)

Application Number Title Priority Date Filing Date
CN95197112A Expired - Fee Related CN1065531C (zh) 1994-11-09 1995-11-08 用作一氧化氮合成酶抑制剂的氨基四唑衍生物

Country Status (17)

Country Link
US (5) US5684008A (pt)
EP (2) EP1113011B1 (pt)
JP (1) JP3278165B2 (pt)
KR (1) KR970707107A (pt)
CN (1) CN1065531C (pt)
AT (2) ATE205484T1 (pt)
AU (1) AU696527B2 (pt)
BR (1) BR9509629A (pt)
CA (1) CA2203237C (pt)
DE (2) DE69535148T2 (pt)
DK (2) DK0790987T3 (pt)
ES (2) ES2164164T3 (pt)
HK (1) HK1036802A1 (pt)
NZ (1) NZ296019A (pt)
PT (2) PT790987E (pt)
RU (1) RU2152927C1 (pt)
WO (1) WO1996015120A1 (pt)

Families Citing this family (23)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5684008A (en) * 1994-11-09 1997-11-04 G. D. Searle & Co. Aminotetrazole derivatives useful as nitric oxide synthase inhibitors
US5919940A (en) * 1995-01-20 1999-07-06 British Biotech Pharmaceuticals Limited Metalloproteinase inhibitors
US5945408A (en) * 1996-03-06 1999-08-31 G.D. Searle & Co. Hydroxyanidino derivatives useful as nitric oxide synthase inhibitors
US5981511A (en) * 1996-03-06 1999-11-09 G.D. Searle & Co. Hydroxyamidino derivatives useful as nitric oxide synthase inhibitors
US6552052B2 (en) 1998-06-10 2003-04-22 Monsanto/G.D. Searle Pyrrolo[2,1-c][1,2,4] thiadiazoles and Pyrollo[2,1-c][1,12,4]oxadiazoles useful as nitric oxide synthase inhibitors
PL346860A1 (en) * 1998-09-08 2002-03-11 Monsanto Co Methods of treating osteoarthritis with inducible nitric oxide synthase inhibitors
WO2000026195A1 (en) * 1998-10-30 2000-05-11 G.D. Searle & Co. Novel amino acid heterocyclic amide derivatives useful as nitric oxide synthase inhibitors
AU2847200A (en) * 1999-01-27 2000-08-18 G.D. Searle & Co. Novel hydroxyamidino carboxylate derivatives useful as nitric oxide synthase inhibitors
AU4329000A (en) * 1999-04-19 2000-11-02 G.D. Searle & Co. Novel heterocyclic amino carbonyl derivatives useful as nitric oxide synthase inhibitors
AU6216900A (en) * 1999-07-15 2001-02-05 Monsanto Company Oligomeric amino acid derivatives useful as nitric oxide synthase inhibitors
US6403830B2 (en) 2000-03-24 2002-06-11 Pharmacia Corporation Amidino compound and salts thereof useful as nitric oxide synthase inhibitors
US6956131B2 (en) 2000-04-13 2005-10-18 Pharmacia Corporation 2-amino-3, 4 heptenoic compounds useful as nitric oxide synthase inhibitors
AR032318A1 (es) * 2000-04-13 2003-11-05 Pharmacia Corp Compuesto derivado halogenado del acido 2-amino-5,6 heptenoico; composicion farmaceutica que lo comprende y su uso en la fabricacion de un medicamento util como inhibidor de la oxido nitrico sintetasa
AR034120A1 (es) * 2000-04-13 2004-02-04 Pharmacia Corp Compuesto derivado halogenado del acido 2-amino-4,5 heptenoico, composicion farmaceutica que lo comprende y el uso de dicho compuesto y dicha composicion en la fabricacion de un medicamento para inhibir o modular la sintesis de acido nitrico
US6787668B2 (en) 2000-04-13 2004-09-07 Pharmacia Corporation 2-amino-4,5 heptenoic acid derivatives useful as nitric oxide synthase inhibitors
US6545170B2 (en) 2000-04-13 2003-04-08 Pharmacia Corporation 2-amino-5, 6 heptenoic acid derivatives useful as nitric oxide synthase inhibitors
AR030416A1 (es) 2000-04-13 2003-08-20 Pharmacia Corp COMPUESTO DERIVADO HALOGENADO DEL ACIDO 2-AMINO-3,4 HEPTENOICO, COMPOSICION FARMACEUTICA QUE LO COMPRENDE Y SU USO EN LA FABRICACION DE UN MEDICAMENTO uTIL COMO INHIBIDOR DE LA OXIDO NITRICO SINTETASA
MY131964A (en) * 2000-09-15 2007-09-28 Pharmacia Corp 2-amino-2-alkyl-5 heptenoic and heptynoic acid derivatives useful as nitric oxide synthase inhibitors
US7012098B2 (en) * 2001-03-23 2006-03-14 Pharmacia Corporation Inhibitors of inducible nitric oxide synthase for chemoprevention and treatment of cancers
US20030109522A1 (en) * 2001-09-24 2003-06-12 Manning Pamela T. Ophthalmologic treatment methods using selective iNOS inhibitors
MXPA05001255A (es) * 2002-08-02 2005-06-08 Pharmacia Corp Metodos para el tratamiento y prevencion de condiciones gastrointestinales.
PL375557A1 (en) * 2002-08-23 2005-11-28 Pharmacia Corporation Crystalline solid form of (2s-5z)-2-amino-7-(ethanimidoylamino)-2-methylhept-5-enoic acid
US9295687B1 (en) * 2015-01-14 2016-03-29 The Medicines Company Pharmaceutical formulations comprising high purity cangrelor and methods for preparing and using the same

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5132453A (en) * 1991-03-22 1992-07-21 Cornell Research Foundation, Inc. N6 -(hydrazinoiminomethyl)lysine and method of inhibiting nitric oxide formation in body
WO1993013055A1 (en) * 1991-12-24 1993-07-08 The Wellcome Foundation Limited Amidino derivatives and their use as nitric oxide synthase inhibitors
US5362744A (en) * 1993-11-22 1994-11-08 Warner-Lambert Company Tetrazole-substituted urea acat inhibitors

Family Cites Families (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3505555A1 (de) * 1985-02-18 1986-09-11 Behringwerke Ag, 3550 Marburg Neue oligopeptidylargininolderivate und deren homologe, verfahren zu deren herstellung, deren verwendung und diese enthaltende mittel
US5196450A (en) * 1985-12-19 1993-03-23 Merrell Dow Pharmaceuticals Inc. Method of inhibiting protozoal growth
AU619613B2 (en) * 1988-11-10 1992-01-30 Merrell Dow Pharmaceuticals Inc. Lactamimides in the treatment of drug-resistant protozoal infections
US5059712A (en) * 1989-09-13 1991-10-22 Cornell Research Foundation, Inc. Isolating aminoarginine and use to block nitric oxide formation in body
US5028627A (en) * 1989-09-13 1991-07-02 Cornell Research Foundation, Inc. Method of using arginine derivatives to inhibit systemic hypotension associated with nitric oxide production or endothelial derived relaxing factor
GB8929076D0 (en) * 1989-12-22 1990-02-28 Scras Treatment of shock by blocking agents of edrf effect or formation
AU636713B2 (en) * 1990-02-26 1993-05-06 Merrell Dow Pharmaceuticals Inc. Inhibitors of nitric oxide biosynthesis
US5273875A (en) * 1991-03-22 1993-12-28 Cornell Research Foundation, Inc. N6 -(hydrazinoiminomethyl)lysine and method of inhibiting nitric oxide formation in body
US5296466A (en) * 1992-02-19 1994-03-22 Board Of Regents, The University Of Texas System Inhibition of nitric oxide-mediated hypotension and septic shock with iron-containing hemoprotein
US5281627A (en) * 1992-05-28 1994-01-25 Cornell Research Foundation, Inc. Substituted arginines and substituted homoarginines and use thereof
EP0674627A1 (en) * 1992-12-18 1995-10-04 The Wellcome Foundation Limited Pyrimidine, pyridine, pteridinone and indazole derivatives as enzyme inhibitors
GB9312761D0 (en) * 1993-06-21 1993-08-04 Wellcome Found Amino acid derivatives
US5424447A (en) * 1993-07-07 1995-06-13 The Medical College Of Wisconsin Research Foundation, Inc. Heme binding compounds and use thereof
US5821267A (en) * 1993-10-21 1998-10-13 G.D. Searle & Co. Amidino derivatives useful as nitric oxide synthase inhibitors
US5364881A (en) * 1993-11-15 1994-11-15 The Medical College Of Wisconsin Research Foundation, Inc. S-alkyl-isothioureido-amino acids and use thereof
ATE188467T1 (de) * 1994-03-24 2000-01-15 Searle & Co Amidino-derivative als no-synthese-inhibitoren
WO1996006076A1 (fr) * 1994-08-18 1996-02-29 Chugai Seiyaku Kabushiki Kaisha Derives aminoacides exerçant une activite inhibitrice de la synthetase du monoxyde d'azote
US5684008A (en) * 1994-11-09 1997-11-04 G. D. Searle & Co. Aminotetrazole derivatives useful as nitric oxide synthase inhibitors

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5132453A (en) * 1991-03-22 1992-07-21 Cornell Research Foundation, Inc. N6 -(hydrazinoiminomethyl)lysine and method of inhibiting nitric oxide formation in body
WO1993013055A1 (en) * 1991-12-24 1993-07-08 The Wellcome Foundation Limited Amidino derivatives and their use as nitric oxide synthase inhibitors
US5362744A (en) * 1993-11-22 1994-11-08 Warner-Lambert Company Tetrazole-substituted urea acat inhibitors

Also Published As

Publication number Publication date
DK0790987T3 (da) 2001-11-12
AU3971195A (en) 1996-06-06
ATE205484T1 (de) 2001-09-15
DK1113011T3 (da) 2006-11-27
ES2269240T3 (es) 2007-04-01
DE69535148T2 (de) 2007-07-05
KR970707107A (ko) 1997-12-01
DE69535148D1 (de) 2006-09-14
ES2164164T3 (es) 2002-02-16
NZ296019A (en) 1998-09-24
DE69522703D1 (de) 2001-10-18
CN1171104A (zh) 1998-01-21
EP0790987B1 (en) 2001-09-12
JPH10508847A (ja) 1998-09-02
US6169089B1 (en) 2001-01-02
PT1113011E (pt) 2006-11-30
JP3278165B2 (ja) 2002-04-30
WO1996015120A1 (en) 1996-05-23
US5854251A (en) 1998-12-29
RU2152927C1 (ru) 2000-07-20
ATE334974T1 (de) 2006-08-15
BR9509629A (pt) 1998-01-06
EP1113011B1 (en) 2006-08-02
AU696527B2 (en) 1998-09-10
EP1113011A1 (en) 2001-07-04
CA2203237C (en) 2008-06-03
US5684008A (en) 1997-11-04
CA2203237A1 (en) 1996-05-23
US6410542B1 (en) 2002-06-25
US5919787A (en) 1999-07-06
DE69522703T2 (de) 2002-07-11
HK1036802A1 (en) 2002-01-18
PT790987E (pt) 2002-02-28
EP0790987A1 (en) 1997-08-27

Similar Documents

Publication Publication Date Title
CN1065531C (zh) 用作一氧化氮合成酶抑制剂的氨基四唑衍生物
JP5932883B2 (ja) 障害を処置するための方法および組成物
CN1032750C (zh) 新的聚4-氨基-2-羟基-1-甲基化合物脲基衍生物的制备方法
TWI337999B (en) Nonsedating alpha-2 agonists
CN105412092B (zh) 用于降低眼内压的[3-(1-(1h-咪唑-4-基)乙基)-2-甲基苯基]甲醇的酯前药
JP2010530901A5 (pt)
EP1256343A1 (en) Flibanserin for the treatment of extrapyramidal movement disorders
DE69333632T2 (de) Substituierte aminoalkylverbindungen
FR2804113A1 (fr) Derives animes de dihydro-1,3,5-triazine et leurs applications en therapeutique
CN1242006A (zh) 用作α－2肾上腺素能受体兴奋剂的胍基杂环化合物
CN1292779A (zh) 用作－氧化氮合酶抑制剂的卤代脒基氨基酸衍生物
KR20020063173A (ko) 포스포디에스테라아제 ⅶ 저해제로서의 피롤 유도체
US20110288105A1 (en) Eltoprazine for the treatment of l-dopa-induced dyskinesia
AU2019306532A1 (en) Certain (2S)-N-[(1S)-1-cyano-2-phenylethyl]-1,4-oxazepane-2-carboxamides for treating Lupus Nephritis
US20160038466A1 (en) Pharmaceutical compositions comprising (3-(1-(1h-imidazol-4-yl)ethyl)-2-methylphenyl)methanol
LU87071A1 (fr) Nouveaux derives de l'acide furannuronique,leur preparation et leur utilisation comme medicaments
EP0718290B1 (en) Carboxyalkyl heterocyclic derivatives
JP3276762B2 (ja) イソキノリン誘導体を含有する医薬組成物
US20050215551A1 (en) 1-[2H-1-benzopyran-2-one-8-yl]- piperazine derivatives for the treatment of movement disorders
JPS61286359A (ja) Ｎ−〔〔５−（トリフルオロメチル）−６−メトキシ−１−ナフタレニル〕チオキソメチルまたはカルボニル〕−ｎ−メチルグリシンアミド
CN100502861C (zh) 抑制钠/钙交换系统的药剂
EP1233957B1 (fr) Derives d'amidines, leur preparation et leur application a titre de medicaments
JP2008150291A (ja) 乾癬治療剤
CH641775A5 (fr) N-(1-methyl 2-pyrrolidinyl methyl) 2,3-dimethoxy 5-methylsulfamoyl benzamide et ses derives, son procede de preparation et composition le renferment.
WO1995028933A1 (en) Use of arylpiperazine derivatives for the treatment of parkinson's disease and psychosis

Legal Events

Date Code Title Description
C06 Publication
PB01 Publication
C10 Entry into substantive examination
SE01 Entry into force of request for substantive examination
C14 Grant of patent or utility model
FG4A Grant of patent
GR01 Patent grant
C17 Cessation of patent right
CF01 Termination of patent right due to non-payment of annual fee

Granted publication date: 20010509

Termination date: 20091208